129778-98-9

Upstream product

• 1212-53-9 methyl N-benzyloxycarbonylglycinate 

Downstream Products

• 127357-37-3 methyl 2-(benzyloxycarbonylamino)-2-methoxyacetate 
• 132629-34-6 N-(benzyloxycarbonyl)-α-ethoxyglycine 
• 56538-59-1 N-carbobenzoxy-D/L-α-metoxyglycine 
• 175667-06-8 N-carbobenzoxy-α-phenoxyglycine methyl ester 
• 1212-53-9 methyl N-benzyloxycarbonylglycinate 
• 138296-14-7 N-carbobenzoxy-α-isobutoxyglycine isobutyl ester 
• 83026-98-6 N-carbobenzoxy-α-ethoxyglycine ethyl ester 
• 175667-02-4 N-carbobenzoxy-α-propoxyglycine propyl ester 
• 150749-08-9 N-carbobenzoxy-α-isopropoxyglycine isopropyl ester 
• 36124-95-5 isopropyl (benzyloxycarbonyl)glycinate 

Relevant academic research and scientific papers

Preparation of protected α-alkoxyglycines

N-Carbobenzoxy-α-alkoxyglycine esters were synthesized by H2SO4-catalyzed O-alkylation of N-carbobenzoxy-α-hydroxyglycine and also by base treatment of N-carbobenzoxy-N-chloroglycine methyl ester in the corresponding alcohol. Saponification of the protected α-alkoxyglycines gave free acids which can be used for the synthesis of α-alkoxyglycine residue-containing peptides.

Preparation of Protected α-Methoxyglycine and Its Incorporation into Peptide Synthesis

A protected α-methoxyglycine Cbz-DL-Gly(OMe)-OMe (1) was prepared from the N-chloro derivative of Cbz-Gly-OMe.Catalytic hydrogenolysis of 1 in the presence of a mixed anhydride prepared from a Boc-amino acid and ClCO2Bui gave a diastereomeric p